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Trail Running Calendar near Kailua 2025-2026

Explore the top trail runs near Kailua for 2025-2026! We've gathered 20 exciting races in the area. Check out our detailed list below to find your next local race.

July 2025
Jul
26-27
Sa - Su

Hawaii Kai Ultra Run - Xtreme

Trail Run 13 mi 30 km ... 100 km 100 mi
August 2025
Aug
10
Sunday

Boca Hawaii Norman Tamanaha 15k

5 km 15 km
Aug
16-17
Sa - Su

Hawaii Spartan Trifecta Weekend

Obstacle Run 5 km 10 km 21 km 50 km
Aug
31
Sunday

Runner's HI 20K

5 km 20 km
September 2025
Sep
6
Saturday

Old Pali Road Run

5 km
Sep
20
Saturday

Ikaika 5k & 10k

5 km 10 km
Sep
28
Sunday

Uloha Kailua Half Marathon

5 km 13 mi
October 2025
Oct
5
Sunday

Tantalus Challenge

10 mi
Oct
11
Saturday

Honolulu FrontRunners/FrontWalkers Pride Run 5K

5 km
November 2025
Nov
9
Sunday

Val Nolasco Half Marathon

5 km 13 mi
Nov
9
Sunday

Marathon Readiness Series

15 km 20 km 13 mi
Nov
22
Saturday

Makoa Half Marathon

5 km 10 km 13 mi
Nov
27
Thursday

Honolulu Marathon Clinic Turkey Trot

5 km 5 mi
December 2025
Dec
7
Sunday

Santa Hat 5K

5 km
Dec
14
Sunday

Honolulu Marathon

26 mi
Dec
20-21
Sa - Su

Hawaii Kai Ultra Run

13 mi 30 km ... 100 km 100 mi
January 2026
Jan
17
Saturday

Akahai Half Marathon

5 km 10 km 13 mi
March 2026
Mar
14
Saturday

Ku'ikahi 10K

5 km 10 km
April 2026
Apr
12
Sunday

The Hapalua – Hawaii's Half Marathon

13 mi
May 2026
May
9
Saturday

Ho'omau Half Marathon

5 km 10 km 13 mi
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